(S)-4-benzyl-3-((S,2E,7E)-8-iodo-6-methylocta-2,7-dienoyl)oxazolidin-2-one

Base Information

Chemical Name:(S)-4-benzyl-3-((S,2E,7E)-8-iodo-6-methylocta-2,7-dienoyl)oxazolidin-2-one
CAS No.:861899-37-8
Molecular Formula:C₁₉H₂₂INO₃
Molecular Weight:439.293
Hs Code.:

Synonyms:(S)-4-benzyl-3-((S,2E,7E)-8-iodo-6-methylocta-2,7-dienoyl)oxazolidin-2-one

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Chemical Property of (S)-4-benzyl-3-((S,2E,7E)-8-iodo-6-methylocta-2,7-dienoyl)oxazolidin-2-one

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Technology Process of (S)-4-benzyl-3-((S,2E,7E)-8-iodo-6-methylocta-2,7-dienoyl)oxazolidin-2-one

There total 8 articles about (S)-4-benzyl-3-((S,2E,7E)-8-iodo-6-methylocta-2,7-dienoyl)oxazolidin-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

: 861899-35-6
(E)-(S)-7-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-7-oxo-hept-5-enal

: 75-47-8
iodoform

: 861899-37-8
(S)-4-benzyl-3-((S,2E,7E)-8-iodo-6-methylocta-2,7-dienoyl)oxazolidin-2-one

Guidance literature:: With chromium dichloride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2005.05.004

Reference yield:

: 361543-13-7
(E)-(S)-5-(4-Methoxy-benzyloxy)-4-methyl-pent-2-enoic acid ethyl ester

: 861899-37-8
(S)-4-benzyl-3-((S,2E,7E)-8-iodo-6-methylocta-2,7-dienoyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / H₂ / Pd/C / methanol / 20 °C

2: diisobutylaluminum hydride / CH₂Cl₂ / 30 h / -78 °C

3: 74 percent / LiCl; DIPEA / acetonitrile / 20 h / 20 °C

4: 95 percent / aq. 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂ / 2 h / 20 °C

5: 95 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.5 h / 20 °C

6: 70 percent / CrCl₂ / tetrahydrofuran / 2 h / 0 - 20 °C

With pyridine; chromium dichloride; hydrogen; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2005.05.004

Reference yield:

: 861899-24-3
(S)-5-(4-methoxybenzyloxy)-4-methylpentanal

: 861899-37-8
(S)-4-benzyl-3-((S,2E,7E)-8-iodo-6-methylocta-2,7-dienoyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / LiCl; DIPEA / acetonitrile / 20 h / 20 °C

2: 95 percent / aq. 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂ / 2 h / 20 °C

3: 95 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.5 h / 20 °C

4: 70 percent / CrCl₂ / tetrahydrofuran / 2 h / 0 - 20 °C

With pyridine; chromium dichloride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium chloride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2005.05.004